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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786751Generated: October 29, 2026

Methanol → N-benzyl-6-chloropyrimidin-4-amine

https://huagongshe.com/reaction/1786751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBenzylamineHCID 7504—
ReactantTriethylamineHCID 8471—
Reactant4,6-DichloropyrimidineHCID 70943—
SolventDichloromethaneHCID 6344—
ProductN-benzyl-6-chloropyrimidin-4-amineHCID 377185779%

Reaction Steps

Benzyl amine (0.697 ml, 6.76 mmol) was added to 4,6-dichloropyrimidine (1.0 g, 6.76 mmol) neat causing a vigorous reaction and color change. The reaction was slowly diluted with methylene chloride resulting in a white precipitate. 1 ml of triethyl amine was added and TLC indicated conversion to product (5% MeOH:methylene chloride). The reaction was loaded directly onto a silica and purified (eluent:2% MeOH:methylene chloride) giving 1.17 g (5.32 mmol) of 12 as a yellow wax in 79% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507826B2
Source datasetuspto-grants-2009_03
ORD IDord-19dba7be956345f399dbc5f4cf589685
Source noteuspto-grants-2009_03